Chepstow Vacation Rentals

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Vacation Rentals in Chepstow

Property grounds
Luxury 6 Bed House with Hot Tub & Games Room - Walking Distance to Village Pub
10.0 out of 10, Exceptional, (124)
"Lovely stay with a large family group. Lots of room and everything clean and well presented."
Luxury 6 Bed House with Hot Tub & Games Room - Walking Distance to Village Pub
Outdoor pool, a heated pool
HEATED OUTDOOR POOL(SEASONAL) /LUXURY HOT TUB -SLEEPS 18 + 8
10.0 out of 10, Exceptional, (65)
"Very large, spacious house and fantastic grounds. Lots of room inside and out for us to spread out. Facilities excellent. We made good use of hot tube, pool and table tennis tables and the young ones enjoyed the kids play area. Easy access to Cotswolds Way path. Although the property is on the edge of Dursley, the grounds are large, giving the impression that you are almost in the countryside."
HEATED OUTDOOR POOL(SEASONAL) /LUXURY HOT TUB -SLEEPS 18 + 8
Fitness facility
The Old Stables
3.5 star property
10.0 out of 10, Exceptional, (2)
"Breathtaking spot and superb accommodation. No hesitation in recommending a stay here."
The price is ¥20,869
¥25,043 total
includes taxes & fees
May 6 - May 7
The Old Stables
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Property grounds
A one bedroom self catering property in an idyllic valley setting.
10.0 out of 10, Exceptional, (57)
"We were looking for a quiet getaway in the countryside, and this place was absolutely perfect. A lovely cosy place in a beautiful area, with a wonderful host! "
A one bedroom self catering property in an idyllic valley setting.
Property grounds
Traditional Country Cottage With Truly Amazing Views Over The River Wye
9.8 out of 10, Exceptional, (198)
"Beautiful and tranquil"
Traditional Country Cottage With Truly Amazing Views Over The River Wye
Property grounds
Peaceful, Cosy Cottage in the Forest of Dean Overlooking Common Land.
9.8 out of 10, Exceptional, (134)
"One of the very best properties we have stayed in.Jane and Malcolm, owners, were so lovely, couldn’t do enough for us, but left us to our own devices, as well. So homely, warm, comfortable, clean, one of the best ever places , allow dogs, which is a bonus, very reasonable rates, too, comfy beds, kitchen well equipped, very peaceful, lovely views, we will definitely book again, wonderful."
Peaceful, Cosy Cottage in the Forest of Dean Overlooking Common Land.
Property grounds
Indoor heated swimming Pool, Hot tub sleeps up to 30..Amazing Riverside House
9.8 out of 10, Exceptional, (13)
"Perfect for 25 of us to stay for a hen weekend!"
Indoor heated swimming Pool, Hot tub sleeps up to 30..Amazing Riverside House
Terrace/patio
The Orangery Apartment
3.0 star property
9.6 out of 10, Exceptional, (44)
"For an economic, flexible, self-catering stay on Bristol’s doorstep The Orangery was ideal. Easy free parking and placed conveniently near The George pub and a regular bus service to the city centre. The ground floor flat is clean and spacious with all the equipment needed for a reasonable and comfortable stay. My only gripe would be - let’s have some quality pillows! "
The price is ¥15,363
¥15,363 total
includes taxes & fees
May 9 - May 10
The Orangery Apartment
Superior Double or Twin Room, Kitchen | In-room safe, desk, iron/ironing board, free WiFi
Cotswold Aparthotel
3.0 star property
9.6 out of 10, Exceptional, (141)
"Very happy with our sojourn at the Aparthotel. Jess was a great ambassador for the company, and made checking in very easy. She coped with professional competence when the WiFi died, and updated us when it was fixed. Highly recommended. "
Cotswold Aparthotel
Cabin, Shared Bathroom (camping pod)
Broadstone Park Camping & Fishery
2.0 star property
9.6 out of 10, Exceptional, (12)
"Friendly welcome, clean and warm wigwam stay"
The price is ¥9,602
¥11,523 total
includes taxes & fees
May 15 - May 16
Broadstone Park Camping & Fishery
Combined shower/tub, towels, toilet paper
Barn conversion in beautiful countryside, sleeps 4
9.6 out of 10, Exceptional, (71)
"Beautiful, clean home from home with stunning views and nature all around. Tucked away in a field that gave us the beautiful peace and tranquility we wanted but only a short drive from the lovely markets and shops of Abergavenny. We loved it and will be back. Thank you."
Barn conversion in beautiful countryside, sleeps 4
Exterior
The Apple Store, Great Doward In The Wye Valley
9.6 out of 10, Exceptional, (87)
"Fantastic place to stay, unwind and be at one with nature! Not quite in the middle of nowhere but close enough. There are shops locally but we took what we needed for our stay so we could get away from everything. We ditched the car and walked everywhere. The forest is on your doorstep and a nature reserve just over the road.. Ideal place if you have dogs, enjoy walking and want to get away from daily life, just be aware of the hills. The house was cosy. A peaceful haven where you can sit...
The Apple Store, Great Doward In The Wye Valley
Family Townhome, 2 Bedrooms, 2 Bathrooms, Garden View | Private kitchenette | Fridge, microwave, oven, stovetop
Beech House
4.0 star property
9.4 out of 10, Exceptional, (144)
"- Really liked the aesthetics of the building and suite. Suite was spacious and clean! - Wished communication was more accessible, had to try the app a few times before. Otherwise, had a great time! "
The price is ¥17,524
¥21,029 total
includes taxes & fees
May 12 - May 13
Beech House
Front of property
The Priory Cellars Abbots Leigh
3.5 star property
9.4 out of 10, Exceptional, (78)
"This is a fantastic property. Nick is a superb host, he kindly arranged to meet me on arrival, directing me to the property and providing me with helpful information. The property was nice and warm, had everything you could need and in a great location. I will definitely be returning."
The price is ¥15,363
¥15,363 total
includes taxes & fees
May 9 - May 10
The Priory Cellars Abbots Leigh
Iron/ironing board, free WiFi, bed sheets
Cleyro Serviced Apartments-Finzels Reach
3.5 star property
9.4 out of 10, Exceptional, (75)
"Fantastic stay, Marianna was a great host that kept in contact during our stay. Very central with underground paid parking on request. Apartment very clean and comfortable with all necessary amenities for a work/family stay. Good wifi and located near to great restaurants and places of interest in Bristol."
Cleyro Serviced Apartments-Finzels Reach
Deluxe Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop
Arabica House - YourApartment
3.5 star property
9.2 out of 10, Wonderful, (23)
"I travel for work alot, and this was one of the most beautiful spacious apartments i have ever stayed in. High quality and very homley. There was a bit of a faff regarding deposit but once this was sorted, my stay was delightful. I hope i can grab another stay here soon! "
The price is ¥34,005
¥40,806 total
includes taxes & fees
May 17 - May 18
Arabica House - YourApartment
Front of property
Your Stay Bristol Hamilton Court
4.0 star property
9.2 out of 10, Wonderful, (99)
"very clean flat, central, well equipped kitchen. Even supplied fairy liquid, washing machine and dishwasher soap. comfy bed and enough storage space. Only downside is close to hospital so can be noisy with ambulance sirens"
The price is ¥28,805
¥34,566 total
includes taxes & fees
May 9 - May 10
Your Stay Bristol Hamilton Court
Apartment, Ensuite (Coach House) | 1 bedroom
The Coach House and The Stable
3.5 star property
9.2 out of 10, Wonderful, (21)
"Enjoyed our stay, there was a shortage of cutlery in the apartment. The noise from the bedroom upstairs in the other apartment was very loud, every time they move around you can hear them clearly which woke us a few times in the night."
The price is ¥16,002
¥19,203 total
includes taxes & fees
May 7 - May 8
The Coach House and The Stable
Studio Apartment | Private kitchen | Fridge, microwave, oven, stovetop
SACO Bristol- West India House
4.0 star property
9.0 out of 10, Wonderful, (76)
"Easy check-in process, good location. Very useful having a small kitchen in the property. Only downside is that we were staying for a week, noting that the property is not serviced everyday, and the coffee/teas/toilet paper ran out very quickly."
The price is ¥19,683
¥23,620 total
includes taxes & fees
May 6 - May 7
SACO Bristol- West India House
Exterior
PREMIER SUITES PLUS Bristol Cabot Circus
4.0 star property
8.6 out of 10, Excellent, (146)
"Overall the property was in a great location.Flat was everything that you needed. Pity however that it was missing just a few little touches. A small bottle of milk would not have gone amiss. No salt and pepper. The TV remote control needs to be replaced. Control buttons not working . Could not get any BBC channels on free view . All small problems . The entry instructions were great and very clear. "
The price is ¥14,257
¥17,108 total
includes taxes & fees
May 6 - May 7
PREMIER SUITES PLUS Bristol Cabot Circus
Don't see what you're looking for?
See all available properties in Chepstow
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Chepstow you may be interested in

Terrace/patio
Mollie's Motel & Diner
3.5 star property
9.4 out of 10, Exceptional, (1794)
"We absolutely loved our stay we did 2 nights for a family gathering. Service was fab, diner was lovely and rooms were just as described we will be using Mollies motels again. "
The price is ¥16,482
¥19,778 total
includes taxes & fees
May 27 - May 28
Mollie's Motel & Diner
Exterior
Delta Hotels by Marriott St. Pierre Country Club
4.0 star property
8.2 out of 10, Very Good, (992)
"The staff were exceptional, they did everything they could to make our stay enjoyable. The gym and swimming pook were great and the spa treatment was excellent too."
The price is ¥15,538
¥18,645 total
includes taxes & fees
May 7 - May 8
Delta Hotels by Marriott St. Pierre Country Club
2 indoor pools, sun loungers, lifeguards on site
Celtic Manor Resort
5.0 star property
8.0 out of 10, Very Good, (1001)
"I have stayed in many places around the world and so far the Celtic is my favourite spa hotel. "
The price is ¥14,786
¥17,743 total
includes taxes & fees
May 14 - May 15
Celtic Manor Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Search for holiday rentals in Chepstow on Expedia! You can easily find your home rentals, villas, holiday apartments in Chepstow using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Chepstow?

Yes, there are vacation rentals in Chepstow close to Chepstow Racecourse, or you can choose a secluded option if you'd like a relaxing place to stay. Visitors like the top-notch restaurants and spas in Chepstow. Allow lots of time to check out the riverfront and bars during your visit.

What are some of the best vacation home rentals in Chepstow?

Luxury 6 Bed House with Hot Tub & Games Room - Walking Distance to Village Pub : This vacation home rental near Chepstow offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a spa tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Chepstow?

Choose from 9 Expedia vacation rentals in Chepstow for a memorable vacation.

What’s there to see and do in Chepstow?

Symonds Yat Rock and Wye Valley are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Chepstow Racecourse. St. Pierre Country Club and Tintern Abbey are other places to visit while you're in town.

What’s a vacation rental in Chepstow like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Chepstow. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for families.

Recent reviews of Chepstow properties
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